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Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Melting Point: | 70.00 °C. @ 760.00 mm Hg
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| Boiling Point: | 270.00 °C. @ 760.00 mm Hg
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| Flash Point: | 210.00 °F. TCC ( 99.10 °C. ) (est)
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| logP (o/w): | 1.290 (est) |
| Soluble in: |
| | water, 2.512e+004 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intravenous-cat LDLo 100 mg/kg
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
BEHAVIORAL: TREMOR
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Farmakologiya i Toksikologiya Vol. 9(4), Pg. 26, 1946.
intraperitoneal-guinea pig LDLo 28 mg/kg
Journal of Agricultural Research Vol. 32, Pg. 51, 1926.
intravenous-mouse LD50 15 mg/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
BEHAVIORAL: TREMOR
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Farmakologiya i Toksikologiya Vol. 9(4), Pg. 26, 1946.
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| Dermal Toxicity: |
subcutaneous-mouse LDLo 50 mg/kg
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
BEHAVIORAL: EXCITEMENT
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Farmakologiya i Toksikologiya Vol. 9(4), Pg. 26, 1946.
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for lupinine usage levels up to: | | | not for fragrance use.
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| Recommendation for lupinine flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
| | [(1R,9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-1-yl]methanol |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 91461 |
| Pubchem (sid): | 135048511 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (-)- | lupinine | | [(1R,9aR)-2,3,4,6,7,8,9,9a- | octahydro-1H-quinolizin-1-yl]methanol | | (1R-trans)- | octahydro-2H-quinolizine-1-methanol | | 2H- | quinolizine-1-methanol, octahydro-, (1R-trans)- (9CI) |
Articles:
| PubMed:Rotational spectra of bicyclic decanes: the trans conformation of (-)-lupinine. |
| PubMed:An efficient asymmetric synthesis of (-)-lupinine. |
| PubMed:[Isomeric derivatives of lupinine and epilupinine--organophosphorus inhibitors of cholinesterases]. |
| PubMed:Short access to (+)-lupinine and (+)-epiquinamide via double hydroformylation. |
| PubMed:Synthesis and comparison of antiplasmodial activity of (+), (-) and racemic 7-chloro-4-(N-lupinyl)aminoquinoline. |
| PubMed:Cholinesterase hydrolysis of substituted lupinine benzoates. |
| PubMed:[Effect of organophosphorus inhibitors, lupinine and epilupinine derivatives, on mammalian and arthropod cholinesterases]. |
| PubMed:Double ring-closing metathesis reaction of nitrogen-containing tetraenes: efficient construction of bicyclic alkaloid skeletons and synthetic application to four stereoisomers of lupinine and their derivatives. |
| PubMed:[Synthesis and pharmacokinetic characteristics of 14CH3-polymethacryloyl lupinine--a heparin antagonist]. |
| PubMed:2-(4-R-phenoxy/phenylthio)alkanoic esters of l-lupinine. |
| PubMed:[Antiheparin activity of polymers based on the alkaloid, lupinine]. |
| PubMed:[Synthesis of lupinine derivatives of flavonoids]. |
| PubMed:[Application of bisalkaloid derivatives of dicarboxylic acids based on lupinine, anabasine and cytisine as cholinesterase inhibitors of various origin]. |
| PubMed:Bisalkaloid derivatives of dicarboxylic acids on the basis of lupinine, anabasine, and cytisine as reversible cholinesterase inhibitors. |
| PubMed:[Inhibiting effect of anabasine, anabasamine and lupinine alkaloids on ethanol action in mice]. |
| PubMed:[Experimental effect of a lupinine-based homopolymer on blood coagulation in animals]. |
| PubMed:[STUDIES ON THE EFFECT OF PURE LUPININE ALKALOIDS ON THE ANIMAL BODY. THE EFFECT OF LUPININE ON RATS]. |
| PubMed:A total synthesis of optically active lupinine without benefit of resolution. |
| PubMed:[On the knowledge of the rearrangement of lupinine and epilupinine with metallic sodium]. |
| PubMed:[Cholinesterase substrates based on lupinine and epilupinine]. |
| PubMed:Synthesis of quinolizine derivatives. 18. Diastereoisomers of 3-(4-chlorobenzyl)quinolizidine, an uterus-contracting agent, and 3-lupinine. |
| PubMed:[ON THE BIOSYNTHESIS OF LUPININE]. |
| PubMed:[BIOSYNTHESIS OF LUPININE ALKALOIDS. 10. THE RELATION BETWEEN DIAMINE OXIDASE AND ALKALOID BIOSYNTHESIS AND ON TETRAHYDROANANBASINE AS A POSSIBLE SYNTHESIS INTERMEDIATE PRODUCT IN LUPINUS LUTEUS]. |
| PubMed:[The synthesis of 1-carbethoxy- and 3-carbethoxyquinolizidine-2-one, of 1-lupinine and of 1-epilupinine]. |
| PubMed:Synthesis of quinolizine derivatives. III. Syntheses of 3-aminomethyl- and 3-dimethylaminomethyl-quinolizidine and di-3-lupinine. |
| PubMed:The asymmetric syntheses of pyrrolizidines, indolizidines and quinolizidines via two sequential tandem ring-closure/N-debenzylation processes. |
| PubMed:Enantioselective Lewis acid catalysis of intramolecular enone [2+2] photocycloaddition reactions. |
| PubMed:[Reversible lupininin inhibitors of cholinesterases of mammalian blood and of optical ganglia of individuals of the commander squid Berryteuthis magister from different zones of species areal]. |
| PubMed:A novel sesquiterpene acid and an alkaloid from leaves of the Eastern Nigeria mistletoe, Loranthus micranthus with potent immunostimulatory activity on C57BL6 mice splenocytes and CD69 molecule. |
| PubMed:[Derivatives of lupinin and epilupinin as ligands of various cholinesterases]. |
| PubMed:Total syntheses of (-) epilupinine and (-)-tashiromine using imino-aldol reactions. |
| PubMed:Total synthesis of (+)-epilupinine via an intramolecular nitrile oxide-alkene cycloaddition. |
| PubMed:Epiquinamide: a poison that wasn't from a frog that was. |
| PubMed:[Recent progress on the lupine alkaloids in leguminous plants growing mainly in Japan]. |
| PubMed:Using the Pummerer cyclization-deprotonation-cycloaddition cascade of imidosulfoxides for alkaloid synthesis. |
| PubMed:[The effect of synthetic polycation of the quarternary ammonium salts of polymetacryoil lupinin on the ionic permeability of erythrocyte membrane]. |
| PubMed:Bactericidal and fungicidal activities of Calia secundiflora (Ort.) Yakovlev. |
| PubMed:Quinolizidinyl derivatives of 2,3-dihydro-2-oxo-1H-benzimidazole-1-carboxylic acid and 1-homolupinanoyl benzimidazolones as ligands for 5-HT3 and 5-HT4 receptors. |
| PubMed:Biosynthesis and metabolism of the basic alkaloids. |
| PubMed:A direct stereoselective approach to trans-2,3-disubstituted piperidines: application in the synthesis of 2-Epi-CP-99,994 and (+)-epilupinine. |
| PubMed:Enzyme-linked immunosorbent assay detection of pyrrolizidine alkaloids: immunogens based on quaternary pyrrolizidinium salts. |
| PubMed:A novel O-tigloyltransferase for alkaloid biosynthesis in plants. Purification, characterization, and distribution in Lupinus plants. |
| PubMed:Quinolizidine derivatives with antitubercular activity. |
| PubMed:Virgiboidine, A New Alkaloid from Virgilia oroboides and Virgilia divaricata. |
| PubMed:Enzymatic synthesis of quinolizidine alkaloid esters: a tigloyl-CoA: 13-hydroxylupanine O-tigloyltransferase from Lupinus albus L. |
| PubMed:Phytochemical differences between Calia secundiflora (Leguminosae) growing at two sites in Mexico. |
| PubMed:Cascade iminium ion reactions for the facile synthesis of quinolizidines. Concise syntheses of (+/-)-epilupinine and (-)-epimyrtine. |
| PubMed:Thesinine-4'-O-beta-D-glucoside the first glycosylated plant pyrrolizidine alkaloid from Borago officinalis. |
| PubMed:Indolizidine and quinolizidine alkaloids. |
| PubMed:Relative and absolute configuration of aloperine. |
| PubMed:[Lupins - a new source of food for Andean countries. 5. Traditional methods of debittering of lupins by water]. |
| PubMed:An investigation of Sophora secundiflora seeds (Mescalbeans). |
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3D/inchi